1,1-Bis(2,2-dimethylpropoxy)-N,N-dimethylmethanamine → HCID 86609431, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (E)-3-{[2-(methoxycarbonylmethyl)-2H-tetrazol-5-yl]methylidene}-1-(triphenylmethyl)piperidin-4-ol (1.5 g) in a mixed solvent of dichloromethane (30 ml) and toluene (30 ml) was added thioacetic acid (2.2 ml) and N,N-dimethylformamide dineopentyl acetal (8.5 ml). After the mixture was stirred at 50° C. for 2 hours, it was cooled, water and dichloromethane were added and the layers were separated. The organic layer was washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate. The extract was concentrated under reduced pressure and the residue was purified by silica gel column chromatography using hexane, ethyl acetate, and dichloromethane (2:1:1) as an eluent to afford (E)-4-(acetylsulfanyl)-3-{[2-(methoxycarbonylmethyl)-2H-tetrazol-5-yl]methylidene}-1-(triphenylmethyl)piperidine (containing impurity, gross amount: 880 mg, gross yield: 58.4%).

Provenance & Evidence